Corey-Seebach Reaction

Schematic representation of the Corey-Seebach Reaction.

Mechanism of the Corey-Seebach Reaction

Mechanism of the Corey-Seebach Reaction

Original publication	J. Org. Chem.. 1975, 40, 231.
Reviews	Acc. Chem. Res.. 2004, 37, 365. Synthesis. 1969, 0, 17. Synthesis. 1977, 0, 357. Tetrahedron. 1989, 45, 7643. Tetrahedron. 2003, 59, 6147.

Sample reactions

intermediate structure

intermediate structure

n-BuLi

THF

-78 to 0 °C, 6.5 h

intermediate structure

intermediate structure

intermediate structure

t-BuLi, HMPA

THF

-78 to -20 °C, 2 h, 81%

intermediate structure

intermediate structure

n-BuLi, MeCH(SMe)2

THF

-78 °C, , 73%

intermediate structure

intermediate structure

intermediate structure

n-BuLi, (CH2NMe2)2

THF

-78 to -30 °C, 95 min, 54%

intermediate structure